Phenol phosphorus compounds as polyolefin stabilizers

Abstract

Phenols of the formula I ##STR1## wherein n has a value from 1 to 15, each of R 1 , R 2 , R 3 and R 4 independently is a hydrogen atom, a C 1 - 18 -alkyl group, an aryl group, a C 5 -C 12 -cycloalkyl group or a C 7 -C 13 -aralkyl group, R 5 is a hydrogen atom or a C 1 -C 18 -alkyl group, Y is a carbonyl, thiocarbonyl, sulphinyl, sulphonyl, -P(OR 7 )-, -P(═O) (OR 7 )-, -P(═O) (R 7 )- or -P(R 7 )- group, and R 6 is a radical --CHR 8 --CHR 9 --S--CR 10 R 11 R 12 , wherein each of R 8 and R 9 independently is a hydrogen atom or a C 1 -C 6 -alkyl group, R 10 is a hydrogen atom, a C 1 -C 19 -alkyl group, a C 2 -C 4 -alkenyl group or an aryl group, R 11 is a hydrogen atom or a methyl group and R 12 is a hydrogen atom or a methyl group, or, if R 11 is a hydrogen atom, is a C 2 -C 6 -alkyl group, or, if R 10 is a hydrogen atom, R 11 and R 12 together with the carbon atom to which they are attached represent a cycloalkyl group, or R 10 , R 11 and R 12 together with the carbon atom to which they are attached represent an aryl group, or if Y is a thiocarbonyl, sulphinyl or sulphonyl group, R 6 can also be a hydrogen atom or a C 1 -C 18 -alkyl group or an aryl group, and R 7 is a hydrogen atom, a C 1 -C 18 -alkyl group or an aryl group, as stabilizers for organic material.

I claim: 
     
       1. A phenol of the formula I ##STR5## wherein n is 1 to 4, R 1  is hydrogen or methyl,   R 2  is hydrogen, methyl, ethyl or tert.-butyl,   R 3  is hydrogen, methyl, ethyl or tert.-butyl,   R 4  and R 5  are each hydrogen,   Y is -P(OR 7 )-, -P(═O)(OR 7 )-, -P(═O)(R 7 )- or -P(R 7 )-, wherein R 7  is hydrogen, C 1  -C 18  -alkyl or phenyl, and   R 6  is a radical -CHR 8  -CHR 9  -S-CR 10  R 11  R 12 , wherein R 8  is hydrogen, R 9  is hydrogen or methyl, R 10  is C 4  -C 19  -n-alkyl, and R 11  and R 12  are each hydrogen.   
     
     
       2. A phenol according to claim 1, wherein Y is -P(OR 7 )- or -P(═O)(OR 7 )-, wherein R 7  is C 1  -C 18  -n-alkyl or phenyl, and   R 10  is C 4  -C 18  -n-alkyl.   
     
     
       3. A phenol according to claim 1, wherein r 1  is methyl,   R 2  is hydrogen,   R 3  is tert.-butyl,   Y is -P(O-phenyl),   R 6  is a radical -CH 2  -CHR 9  -S-CH 2  R 10 ,   R 9  is methyl, and   R 10  is C 4  -C 12  -n-alkyl.   
     
     
       4. A phenol according to claim 1, wherein R 1  is methyl,   R 2  is hydrogen,   R 3  is tert.-butyl,   R 6  is -CH 2  -CH(CH 3 )-S-(CH 2 ) 9  -CH 3 , and   Y is -P(O-phenyl)-.   
     
     
       5. A stabilizing polyolefin according to claim 4, wherein the polyolefin is polypropylene. 
     
     
       6. A polyolefin which contains a compound according to claim 1 in an amount sufficient to stabilize the polyolefin against oxidation.